JP4298298B2 - コポリマー含有農薬調製物 - Google Patents
コポリマー含有農薬調製物 Download PDFInfo
- Publication number
- JP4298298B2 JP4298298B2 JP2002586728A JP2002586728A JP4298298B2 JP 4298298 B2 JP4298298 B2 JP 4298298B2 JP 2002586728 A JP2002586728 A JP 2002586728A JP 2002586728 A JP2002586728 A JP 2002586728A JP 4298298 B2 JP4298298 B2 JP 4298298B2
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- JP
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- Prior art keywords
- acid
- pesticide
- component
- preparation according
- copolymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 229920001577 copolymer Polymers 0.000 title claims abstract description 49
- 239000000575 pesticide Substances 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 30
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 43
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 26
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims abstract description 23
- 239000004009 herbicide Substances 0.000 claims abstract description 14
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 9
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 5
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 4
- 239000012141 concentrate Substances 0.000 claims abstract 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 20
- 235000011187 glycerol Nutrition 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 17
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical group OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 16
- 239000003905 agrochemical Substances 0.000 claims description 15
- 239000005562 Glyphosate Substances 0.000 claims description 13
- 229940097068 glyphosate Drugs 0.000 claims description 13
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 239000000417 fungicide Substances 0.000 claims description 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000002917 insecticide Substances 0.000 claims description 5
- 230000001766 physiological effect Effects 0.000 claims description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 4
- 239000003240 coconut oil Substances 0.000 claims description 4
- 235000019864 coconut oil Nutrition 0.000 claims description 4
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 claims description 4
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 150000004665 fatty acids Chemical class 0.000 claims description 3
- 239000005645 nematicide Substances 0.000 claims description 3
- 239000003760 tallow Substances 0.000 claims description 3
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000001361 adipic acid Substances 0.000 claims description 2
- 235000011037 adipic acid Nutrition 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- 235000006408 oxalic acid Nutrition 0.000 claims description 2
- 239000008188 pellet Substances 0.000 claims description 2
- 239000003090 pesticide formulation Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000003128 rodenticide Substances 0.000 claims description 2
- 230000000855 fungicidal effect Effects 0.000 claims 2
- 238000009472 formulation Methods 0.000 abstract description 16
- 239000007787 solid Substances 0.000 abstract description 6
- 230000004071 biological effect Effects 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 239000013543 active substance Substances 0.000 description 11
- -1 quaternary ammonium halide Chemical class 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 8
- 229920000223 polyglycerol Polymers 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 6
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 6
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 6
- 239000005642 Oleic acid Substances 0.000 description 6
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000002671 adjuvant Substances 0.000 description 6
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 6
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000000080 wetting agent Substances 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000003792 electrolyte Substances 0.000 description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 description 3
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical class NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 239000013011 aqueous formulation Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 235000010980 cellulose Nutrition 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- QZXCCPZJCKEPSA-UHFFFAOYSA-N chlorfenac Chemical compound OC(=O)CC1=C(Cl)C=CC(Cl)=C1Cl QZXCCPZJCKEPSA-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000007884 disintegrant Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 210000002615 epidermis Anatomy 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- ISYWECDDZWTKFF-UHFFFAOYSA-N nonadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCCC(O)=O ISYWECDDZWTKFF-UHFFFAOYSA-N 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 239000011814 protection agent Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000015424 sodium Nutrition 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 description 2
- GXEKYRXVRROBEV-FBXFSONDSA-N (1r,2s,3r,4s)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid Chemical compound C1C[C@@H]2[C@@H](C(O)=O)[C@@H](C(=O)O)[C@H]1O2 GXEKYRXVRROBEV-FBXFSONDSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 description 1
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 description 1
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 description 1
- XZIDTOHMJBOSOX-UHFFFAOYSA-N 2,3,6-TBA Chemical compound OC(=O)C1=C(Cl)C=CC(Cl)=C1Cl XZIDTOHMJBOSOX-UHFFFAOYSA-N 0.000 description 1
- 239000002794 2,4-DB Substances 0.000 description 1
- YIVXMZJTEQBPQO-UHFFFAOYSA-N 2,4-DB Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1Cl YIVXMZJTEQBPQO-UHFFFAOYSA-N 0.000 description 1
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 1
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 1
- KFEFNHNXZQYTEW-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-4-methylbenzoic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=CC(C)=CC=C1C(O)=O KFEFNHNXZQYTEW-UHFFFAOYSA-N 0.000 description 1
- NUPJIGQFXCQJBK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid Chemical compound OC(=O)C1=CC(COC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 NUPJIGQFXCQJBK-UHFFFAOYSA-N 0.000 description 1
- CLQMBPJKHLGMQK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=CC=C1C(O)=O CLQMBPJKHLGMQK-UHFFFAOYSA-N 0.000 description 1
- GOCUAJYOYBLQRH-UHFFFAOYSA-N 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl GOCUAJYOYBLQRH-UHFFFAOYSA-N 0.000 description 1
- GQQIAHNFBAFBCS-UHFFFAOYSA-N 2-[2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)-4-fluorophenoxy]acetic acid Chemical compound C1=C(Cl)C(OCC(=O)O)=CC(N2C(C3=C(CCCC3)C2=O)=O)=C1F GQQIAHNFBAFBCS-UHFFFAOYSA-N 0.000 description 1
- MPPOHAUSNPTFAJ-UHFFFAOYSA-N 2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 MPPOHAUSNPTFAJ-UHFFFAOYSA-N 0.000 description 1
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 description 1
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 1
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- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 1
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- 101150039283 MCPB gene Proteins 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
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- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
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- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 description 1
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- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
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- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 description 1
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- BGZZWXTVIYUUEY-UHFFFAOYSA-N fomesafen Chemical compound C1=C([N+]([O-])=O)C(C(=O)NS(=O)(=O)C)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 BGZZWXTVIYUUEY-UHFFFAOYSA-N 0.000 description 1
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
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- 150000007524 organic acids Chemical class 0.000 description 1
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- 229920000768 polyamine Polymers 0.000 description 1
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- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Substances [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 1
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- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical class CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- FFSSWMQPCJRCRV-UHFFFAOYSA-N quinclorac Chemical compound ClC1=CN=C2C(C(=O)O)=C(Cl)C=CC2=C1 FFSSWMQPCJRCRV-UHFFFAOYSA-N 0.000 description 1
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- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- 239000000243 solution Substances 0.000 description 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical class C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 description 1
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- 125000001424 substituent group Chemical group 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Polyesters Or Polycarbonates (AREA)
- Confectionery (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10117993A DE10117993A1 (de) | 2001-04-10 | 2001-04-10 | Pestizidzubereitungen enthaltend Copolymere |
| PCT/EP2002/003827 WO2002089575A1 (de) | 2001-04-10 | 2002-04-06 | Copolymere enthaltende pestizidzubereitungen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004525189A JP2004525189A (ja) | 2004-08-19 |
| JP2004525189A5 JP2004525189A5 (https=) | 2009-04-02 |
| JP4298298B2 true JP4298298B2 (ja) | 2009-07-15 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002586728A Expired - Lifetime JP4298298B2 (ja) | 2001-04-10 | 2002-04-06 | コポリマー含有農薬調製物 |
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|---|---|
| US (1) | US7407667B2 (https=) |
| EP (1) | EP1379129B1 (https=) |
| JP (1) | JP4298298B2 (https=) |
| KR (1) | KR100862876B1 (https=) |
| CN (1) | CN1250077C (https=) |
| AT (1) | ATE292381T1 (https=) |
| BR (1) | BR0208737B1 (https=) |
| CA (1) | CA2443817C (https=) |
| DE (2) | DE10117993A1 (https=) |
| DK (1) | DK1379129T3 (https=) |
| ES (1) | ES2240800T3 (https=) |
| IL (2) | IL158290A0 (https=) |
| MX (1) | MXPA03009183A (https=) |
| MY (1) | MY129826A (https=) |
| WO (1) | WO2002089575A1 (https=) |
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| DE10130357A1 (de) * | 2001-06-23 | 2003-01-02 | Clariant Gmbh | Pestizidzubereitungen enthaltend Copolymere |
| DE10211801B4 (de) * | 2002-03-16 | 2004-09-30 | Clariant Gmbh | Kosmetische und pharmazeutische Zubereitungen enthaltend einen oxalkylierten Polyglycerinester |
| DE10307171B4 (de) * | 2003-02-20 | 2009-04-16 | Clariant Produkte (Deutschland) Gmbh | Copolymere enthaltende landwirschaftliche Mittel |
| DE10342870A1 (de) | 2003-09-15 | 2005-05-12 | Clariant Gmbh | Flüssige Zusammensetzungen enthaltend oxalkylierte Polyglycerinester |
| GB0423072D0 (en) | 2004-10-18 | 2004-11-17 | Ici Plc | Surfactant compounds |
| EP1905302A1 (de) | 2006-09-30 | 2008-04-02 | Bayer CropScience AG | Suspensionskonzentrate |
| NZ552290A (en) * | 2006-12-21 | 2009-05-31 | Bomac Research Ltd | Tablet fomulation |
| US7655597B1 (en) | 2009-08-03 | 2010-02-02 | Specialty Fertilizer Products, Llc | Pesticide compositions including polymeric adjuvants |
| DE102009041003A1 (de) | 2009-09-10 | 2011-03-24 | Clariant International Limited | Pestizidzubereitungen |
| GB201011852D0 (en) | 2010-07-14 | 2010-09-01 | Croda Int Plc | Novel oligoester |
| DE102011013556A1 (de) * | 2011-03-10 | 2012-09-13 | Clariant International Ltd. | Zusammensetzungen enthaltend Copolymere |
| DE102011014354A1 (de) | 2011-03-17 | 2012-09-20 | Clariant International Ltd. | Suspensionskonzentrate |
| ES2661933T3 (es) | 2011-07-26 | 2018-04-04 | Clariant International Ltd | Ésteres de lactato eterificados, procedimiento para su preparación y su uso para mejorar la acción de agentes fitosanitarios |
| DE102012002272A1 (de) | 2012-02-04 | 2013-08-08 | Clariant International Ltd. | Pestizid-Zusammensetzungen |
| JP6729925B2 (ja) | 2012-05-30 | 2020-07-29 | クラリアント・ファイナンス・（ビーブイアイ）・リミテッド | Ｎ−メチル−ｎ−アシルグルカミン含有組成物 |
| WO2013178671A2 (de) | 2012-05-30 | 2013-12-05 | Clariant International Ltd. | Verwendung von n-methyl-n-acylglucaminen als solubilisatoren |
| WO2014063818A1 (de) * | 2012-10-24 | 2014-05-01 | Clariant International Ltd | Driftreduzierende zusammensetzungen |
| DE102012021647A1 (de) * | 2012-11-03 | 2014-05-08 | Clariant International Ltd. | Wässrige Adjuvant-Zusammensetzungen |
| DE102014005771A1 (de) * | 2014-04-23 | 2015-10-29 | Clariant International Ltd. | Verwendung von wässrigen driftreduzierenden Zusammensetzungen |
| DE202014008417U1 (de) | 2014-04-30 | 2014-11-24 | Clariant International Ltd. | Tensidkonzentrate zur Förderung von Bodenbefeuchtung und Pflanzenwachstum |
| DE102014012022A1 (de) * | 2014-08-13 | 2016-02-18 | Clariant International Ltd. | Organische Ammoniumsalze von anionischen Pestiziden |
| DE102015213635A1 (de) | 2015-07-20 | 2017-01-26 | Clariant International Ltd | Pflanzennährstoff-Suspensionen und deren Verwendung zum Düngen von Pflanzen |
| DE102015219651A1 (de) | 2015-10-09 | 2017-04-13 | Clariant International Ltd. | Zusammensetzungen enthaltend Zuckeramin und Fettsäure |
| DE202015008045U1 (de) | 2015-10-09 | 2015-12-09 | Clariant International Ltd. | Universelle Pigmentdispersionen auf Basis von N-Alkylglukaminen |
| DE202016003070U1 (de) | 2016-05-09 | 2016-06-07 | Clariant International Ltd. | Stabilisatoren für Silikatfarben |
| BR112021008954A2 (pt) | 2018-12-11 | 2021-08-10 | Dow Global Technologies Llc | composição, e, método |
| WO2020123129A1 (en) | 2018-12-11 | 2020-06-18 | Dow Global Technologies Llc | Aqueous solutions of poorly soluble active ingredients using polyalkyoxylated amino alcohols |
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| US3816092A (en) | 1958-02-13 | 1974-06-11 | Rohm & Haas | Herbicidal 3,1-dichloroanilides |
| NL235788A (https=) | 1958-02-13 | |||
| DE3417646A1 (de) | 1984-05-12 | 1985-11-14 | Henkel Kgaa | Haarnachbehandlungsmittel |
| DE3614788A1 (de) | 1986-05-02 | 1987-11-05 | Hoechst Ag | Herbizide emulsionen |
| NZ231963A (en) | 1988-12-27 | 1991-05-28 | Monsanto Co | Herbicidal emulsion comprising n-phosphonomethylglycine and an oxadiazolone herbicide |
| JPH0397789A (ja) * | 1989-09-11 | 1991-04-23 | Nippon Steel Corp | レールおよび車輪用潤滑剤 |
| JP3228571B2 (ja) * | 1991-10-31 | 2001-11-12 | 花王株式会社 | 農薬用効力増強剤及び農薬組成物 |
| EP0577914A1 (en) | 1992-07-08 | 1994-01-12 | Monsanto Europe S.A./N.V. | Improved glyphosate compositions and their use |
| US5750468A (en) | 1995-04-10 | 1998-05-12 | Monsanto Company | Glyphosate formulations containing etheramine surfactants |
| US5710103A (en) | 1996-04-03 | 1998-01-20 | Albemarle Corporation | Glyphosate compositions comprising hydrocarbyl dimethyl amine oxide and quaternary ammonium halide |
| ATE252827T1 (de) | 1996-08-16 | 2003-11-15 | Monsanto Technology Llc | Reihenanordnungsmethode zur behandlung von pflanzen mit exogenen chemikalien |
| AU746589B2 (en) | 1997-07-30 | 2002-05-02 | Monsanto Company | Process and compositions promoting biological effectiveness of exogenous chemical substances in plants |
| WO2001008481A1 (de) * | 1999-07-30 | 2001-02-08 | Clariant Gmbh | Pestizidzubereitungen enthaltend polyglycerine oder polyglycerinderivate |
-
2001
- 2001-04-10 DE DE10117993A patent/DE10117993A1/de not_active Withdrawn
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2002
- 2002-04-06 IL IL15829002A patent/IL158290A0/xx active IP Right Grant
- 2002-04-06 BR BRPI0208737-5A patent/BR0208737B1/pt active IP Right Grant
- 2002-04-06 AT AT02769122T patent/ATE292381T1/de active
- 2002-04-06 CA CA002443817A patent/CA2443817C/en not_active Expired - Lifetime
- 2002-04-06 EP EP02769122A patent/EP1379129B1/de not_active Expired - Lifetime
- 2002-04-06 ES ES02769122T patent/ES2240800T3/es not_active Expired - Lifetime
- 2002-04-06 KR KR1020037013249A patent/KR100862876B1/ko not_active Expired - Fee Related
- 2002-04-06 DE DE50202717T patent/DE50202717D1/de not_active Expired - Lifetime
- 2002-04-06 JP JP2002586728A patent/JP4298298B2/ja not_active Expired - Lifetime
- 2002-04-06 MX MXPA03009183A patent/MXPA03009183A/es active IP Right Grant
- 2002-04-06 US US10/474,559 patent/US7407667B2/en not_active Expired - Lifetime
- 2002-04-06 WO PCT/EP2002/003827 patent/WO2002089575A1/de not_active Ceased
- 2002-04-06 CN CNB028079957A patent/CN1250077C/zh not_active Expired - Lifetime
- 2002-04-06 DK DK02769122T patent/DK1379129T3/da active
- 2002-04-09 MY MYPI20021266A patent/MY129826A/en unknown
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2003
- 2003-10-07 IL IL158290A patent/IL158290A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2004525189A (ja) | 2004-08-19 |
| ES2240800T3 (es) | 2005-10-16 |
| HK1065220A1 (en) | 2005-02-18 |
| US20060166826A1 (en) | 2006-07-27 |
| MY129826A (en) | 2007-05-31 |
| BR0208737A (pt) | 2004-07-20 |
| KR20030088495A (ko) | 2003-11-19 |
| ATE292381T1 (de) | 2005-04-15 |
| EP1379129A1 (de) | 2004-01-14 |
| DE50202717D1 (de) | 2005-05-12 |
| DK1379129T3 (da) | 2005-06-20 |
| WO2002089575A1 (de) | 2002-11-14 |
| US7407667B2 (en) | 2008-08-05 |
| CA2443817A1 (en) | 2002-11-14 |
| IL158290A (en) | 2007-05-15 |
| EP1379129B1 (de) | 2005-04-06 |
| CN1501772A (zh) | 2004-06-02 |
| MXPA03009183A (es) | 2004-02-17 |
| BR0208737B1 (pt) | 2013-04-30 |
| CA2443817C (en) | 2008-09-16 |
| DE10117993A1 (de) | 2002-10-17 |
| CN1250077C (zh) | 2006-04-12 |
| KR100862876B1 (ko) | 2008-10-15 |
| IL158290A0 (en) | 2004-05-12 |
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